2-{[5-(5-nitrofuran-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}acetic acid

• ChemBase ID: 5726
• Molecular Formular: C8H5N3O6S
• Molecular Mass: 271.2068
• Monoisotopic Mass: 270.9899059
• SMILES: c1(ccc(c2nnc(SCC(=O)O)o2)o1)[N+](=O)[O-]
• Canonical SMILES: OC(=O)CSc1nnc(o1)c1ccc(o1)[N+](=O)[O-]
• InChI: InChI=1S/C8H5N3O6S/c12-6(13)3-18-8-10-9-7(17-8)4-1-2-5(16-4)11(14)15/h1-2H,3H2,(H,12,13)
• InChIKey: ITBNJCVIFHSKRL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[5-(5-nitrofuran-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}acetic acid
• IUPAC Traditional name: \acetic acid
• Synonyms: {[5-(5-NITRO-2-FURYL)-1,3,4-OXADIAZOL-2-YL]THIO}ACETIC ACID

Database IDs

• PubChem SID: 160969153; 99444569
• PubChem CID: 2817424

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.1135979
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -1.8099204
• LogD (pH = 7.4): -2.911354
• Log P: 0.5480942
• Molar Refractivity: 69.5185 cm^3
• Polarizability: 22.154781 Å^3
• Polar Surface Area: 135.18 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.66
• LOG S: -3.2
• Solubility (Water): 1.71e-01 g/l

DETAILS

DrugBank - DB08098

Drug information: experimental